US4574147A
Expired / Lapsed
US
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Process for the production of polyurethanes, polyurethanes containing terminal aromatic amino groups and their use
Assignee: Bayer AG
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Filing: 1985-01-15
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Granted: 1986-03-04
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Expires: 2005-01-15
Abstract
Abstract A process for the production of a crosslinkable, predominately linear polyurethane containing terminal aromatic amino groups by reacting (A) an organic, substantially difunctional polyisocyanate, (B) a substantially difunctional polyhydroxyl compound having a molecular weight of 400 to about 6000 and/or (C) a substantially difunctional chain-extending agent having a molecular weight of 18 to about 399 and (D) a chain-terminating agent comprising a member from the group consisting of araliphatic diamines and aromatic diamines containing amino groups of different reactivity to NCO-groups, in (E) solvents which are substantially inert to the reactants, in a single-stage or multistage reaction, characterized in that component (A) is reacted with component (B) and/or (C) in an NCO:isocyanate-reactive group ratio of about 1.45:1 to 1.02:1 to form a polyurethane containing terminal NCO-groups, having a molecular weight of at least 10,000 and an NCO-content of 0.2 equivalents and 0.001 equivalents of NCO/1000 g of polyurethane, and said polyurethane is subsequently reacted with chain-terminating agent (D) in an NCO:NH 2 -ratio of about 1:5 to 1:1.66 to form polyurethanes containing terminal aromatic amino groups. The present invention is also directed to the products of this process and compositions containing these products and polyisocyanate crosslinking agents.
Inventors
- 👤 Walter Meckel
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 20:29
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/10; Y; Y10; Y10S; Y10S528/00; Y10S528/905
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
177 words
A process for the production of a crosslinkable, predominately linear polyurethane containing terminal aromatic amino groups which comprises reacting (A) an organic, substantially difunctional polyisocyanate, (B) a substantially difunctional polyhydroxyl compound having a molecular weight of 400 to about 6000 and/or (C) a substantially difunctional chain-extending agent having a molecular weight of 18 to about 399 and (D) a chain-terminating agent comprising a member from the group consisting of araliphatic diamines and aromatic diamines containing amino groups of different reactivity to NCO-groups, in (E) solvents which are substantially inert to the reactants, in a single-stage or multistage reaction, characterized in that component (A) is reacted with component (B) and/or (C) in an NCO:isocyanate-reactive group ratio of about 1.15:1 to 1.02:1 to form a polyurethane containing terminal NCO-groups, having a molecular weight of at least 10,000 and an NCO-content of ≦0.2 equivalents and ≧0.001 equivalents of NCO/1000 g of polyurethane, and said polyurethane is subsequently reacted with chain-terminating agent (D) in an NCO:NH 2 -ratio of about 1:5 to 1:1.66 to form polyurethanes containing terminal aromatic amino groups.
Claim 2
Dependent Claim
177 words
A process for the production of a crosslinkable, predominately linear polyurethane containing terminal aromatic amino groups which comprises reacting (A) an organic, substantially difunctional polyisocyanate, (B) a substantially difunctional polyhydroxyl compound having a molecular weight of 400 to about 6000 and/or (C) a substantially difunctional chain-extending agent having a molecular weight of 18 to about 399 and (D) a chain-terminating agent comprising a member from the group consisting of araliphatic diamines and aromatic diamines containing amino groups of different reactivity to NCO-groups, in (E) solvents which are substantially inert to the reactants, in a single-stage or multistage reaction, characterized in that component (A) is reacted with component (B) and/or (C) in an NCO:isocyanate-reactive group ratio of about 1.15:1 to 1.02:1 to form a polyurethane containing terminal NCO-groups, having a molecular weight of at least 10,000 and an NCO-content of ≦0.2 equivalents and ≧0.001 equivalents of NCO/1000 g of polyurethane, and said polyurethane is subsequently reacted with chain-terminating agent (D) in an NCO:NH 2 -ratio of about 1:5 to 1:1.66 to form polyurethanes containing terminal aromatic amino groups.
Claim 3
Dependent Claim
163 words
The process of claim 1 wherein said araliphatic diamine corresponds to formula I and/or II ##STR24## wherein Z represents ##STR25## (--S) m --SO 2 -- or --O--; R 1 represents optionally branched C 1 -C 13 -alkyl, ##STR26## or halogen; R 2 represents H or optionally branched C 1 -C 6 -alkyl; R 3 represents H, aryl or optionally branched C 1 -C 6 -alkyl; R 4 represents optionally branched C 1 -C 6 -alkyl; m=0, 1, 2 or 3; p=0 or 1; and (m+p)=0, 1, 2, 3 or 4; or ##STR27## wherein X represents --CH 2 --CH 2 --CH 2 -- or, provided that y≠zero, --NH--, NR 4 --, --O-- or --S--; x=0 or 1; Y represents --(CH 2 ) o -- or ##STR28## o=zero or an integer of from 1 to 6; p=zero or an integer from 1 to 6; y=0 or 1; R 5 represents H or methyl; and the other substituents have the same meaning as in formula I.
Claim 4
Dependent Claim
41 words
The process of claim 1 wherein said araliphatic diamine corresponds to the following formula ##STR29## wherein R 7 and R 8 may be the same or different and represent linear or branched alkyl groups containing from 1 to 4 carbon atoms.
Claim 5
Dependent Claim
61 words
The process of claim 1 wherein said aromatic diamine containing amino groups of different reactivity corresponds to the following formula ##STR30## wherein R 9 represents linear or branched alkyl groups containing from 1 to 4 carbon atoms, --CO 2 R 4 or halogen; and R 10 represents linear or branched alkyl groups containing from 1 to 4 carbon atoms or halogen.
Claim 6
Dependent Claim
17 words
The process of claim 1 wherein Z represents --CH 2 -- or --C(CH 3 ) 2 --.
Claim 7
Dependent Claim
17 words
The process of claim 3 wherein Z represents --CH 2 -- or --C(CH 3 ) 2 --.
Claim 8
Dependent Claim
17 words
The process of claim 4 wherein Z represents --CH 2 -- or --C(CH 3 ) 2 --.
Claim 9
Dependent Claim
11 words
The crosslinkable, predominately linear polyurethane prepared in accordance with claim 1.
Claim 10
Dependent Claim
11 words
The crosslinkable, predominately linear polyurethane prepared in accordance with claim 3.
Claim 11
Dependent Claim
11 words
The crosslinkable, predominately linear polyurethane prepared in accordance with claim 4.
Claim 12
Dependent Claim
33 words
A composition which comprises (a) the crosslinkable, substantially linear polyurethane prepared in accordance with claim 1 and (b) about 1 to 30% by weight, based on the weight of component (a), of polyisocyanates.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1989-03-03 | 1989-09-02 | 1990-03-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-03-03 | 1993-09-02 | 1994-03-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-03-03 | 1997-09-02 | 1998-03-04 | $7700.00 | Window Closed / Lapsed |